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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923760Generated: October 25, 2026

Pyridine → 7-bromo-2-(2-ethylsulfanylphenyl)-1-methyl-5-trifluoromethyl-1H-benzimidazole

https://huagongshe.com/reaction/923760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant2-(Ethylsulfanyl)benzoic acidHCID 425758—
Reactant3-bromo-N2-methyl-5-trifluoromethylbenzene-1,2-diamineHCID 86061318—
SolventWaterHCID 962—
Product7-bromo-2-(2-ethylsulfanylphenyl)-1-methyl-5-trifluoromethyl-1H-benzimidazoleHCID 6798433843.2%

Reaction Conditions

Temperature115 °C

Reaction Steps

A mixture of 3-bromo-N2-methyl-5-trifluoromethylbenzene-1,2-diamine (2.22 g), 2-ethylsulfanylbenzoic acid (1.80 g), WSC (1.40 g), and pyridine (10 ml) was stirred under reflux at 115° C. for 6 hours. Into the reaction mixture cooled to room temperature, water was poured, and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 1.48 g of 7-bromo-2-(2-ethylsulfanylphenyl)-1-methyl-5-trifluoromethyl-1H-benzimidazole (hereinafter referred to as Present Compound 74).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278983B2
Source datasetuspto-grants-2016_03
ORD IDord-b4776a4c3d984da693ad603205c6a3a2
Source noteuspto-grants-2016_03